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Homes for Sale Near Winter Springs High in Winter Springs - 122 homes

Winter Springs High is an High School in Seminole County. Find homes for sale close to Winter Springs High. Our REALTORS® can assist you in your search for Winter Springs High, Winter Springs nearby homes.

Location: Winter Springs

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  • 221 SPINDLE PALM CV, WINTER SPRINGS, FL 32708

    $424,990Listed 06/30/2026 4:53PM   MLS ID: O6419339

    For Sale O6419339 - 221 SPINDLE PALM CV, WINTER SPRINGS, FL 32708 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2026
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,806 (change assumption)
    Mortgage ($2,329) + Fees ($356) + Taxes in 2025 ($121)


    Taxes:$1,457

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1403 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $401,990Listed 06/30/2026 4:52PM   MLS ID: O6419352

    For Sale O6419352 - 1403 TARFLOWER DR, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2026
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,680 (change assumption)
    Mortgage ($2,203) + Fees ($356) + Taxes in 2025 ($121)


    Taxes:$1,457

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1407 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $386,990Listed 06/30/2026 4:44PM   MLS ID: O6419389

    For Sale O6419389 - 1407 TARFLOWER DR, WINTER SPRINGS, FL 32708 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1476
       Built: 2026
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,598 (change assumption)
    Mortgage ($2,120) + Fees ($356) + Taxes in 2025 ($121)


    Taxes:$1,457

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 525 SADDLEWOOD LN, WINTER SPRINGS, FL 32708

    $685,00019 Days on yellowkey   MLS ID: O6416232

    For Sale O6416232 - 525 SADDLEWOOD LN, WINTER SPRINGS, FL 32708 32 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3246
       Built: 1996
    Monthly Fee: $42
       Tax: $4,016 (2025)
    Community: Winding Hollow Unit 2
    Single Family


    Estimated Monthly Payment: $4,130 (change assumption)
    Mortgage ($3,753) + Fees ($42) + Taxes in 2025 ($335)


    Taxes:$4,016

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $279,00075 Days on yellowkey   MLS ID: O6399623

    REDUCED by $6,000 (2.1%) on 06/30/2026

    For Sale O6399623 - 276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1089
       Built: 1994
    Monthly Fee: $127
       Tax: $3,719 (2025)
    Community: Deersong 2
    Single Family


    Estimated Monthly Payment: $1,966 (change assumption)
    Mortgage ($1,529) + Fees ($127) + Taxes in 2025 ($310)


    Taxes:$3,719

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 71 TARPON CIR, WINTER SPRINGS, FL 32708

    $525,00011 Days on yellowkey   MLS ID: O6418735

    For Sale O6418735 - 71 TARPON CIR, WINTER SPRINGS, FL 32708 24 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2637
       Built: 1973
    Monthly Fee: $3
       Tax: $2,415 (2025)
    Community: Winter Spgs Unit 4
    Single Family


    Estimated Monthly Payment: $3,081 (change assumption)
    Mortgage ($2,877) + Fees ($3) + Taxes in 2025 ($201)


    Taxes:$2,415

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 600 NORTHERN WAY #906, WINTER SPRINGS, FL 32708

    $290,000153 Days on yellowkey   MLS ID: O6375918

    REDUCED by $20,000 (6.5%) on 06/01/2026

    For Sale O6375918 - 600 NORTHERN WAY #906, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1609
       Built: 2016   Tax: $4,259 (2024)
    Community: Tuscany Place Ph 1
    Condo


    Estimated Monthly Payment: $1,944 (change assumption)
    Mortgage ($1,589) + Taxes in 2024 ($355)


    Taxes:$4,259

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $444,990119 Days on yellowkey   MLS ID: O6386458

    5 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $40,000 (8.2%) on 06/01/2026

    For Sale O6386458 - 161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1704
       Built: 2026
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,916 (change assumption)
    Mortgage ($2,438) + Fees ($356) + Taxes in 2025 ($121)


    Taxes:$1,457

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 872 FALKIRK DR, WINTER SPRINGS, FL 32708

    $424,997132 Days on yellowkey   MLS ID: O6383538

    REDUCED by $14,000 (3.2%) on 06/30/2026

    For Sale O6383538 - 872 FALKIRK DR, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 1978
    Monthly Fee: $35
       Tax: $2,381 (2024)
    Community: Highlands Sec 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,562 (change assumption)
    Mortgage ($2,329) + Fees ($35) + Taxes in 2024 ($198)


    Taxes:$2,381

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1326 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $430,00013 Days on yellowkey   MLS ID: O6416617

    REDUCED by $5,000 (1.1%) on 06/23/2026

    For Sale O6416617 - 1326 TARFLOWER DR, WINTER SPRINGS, FL 32708 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2025
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove Twnhms
    Townhouse


    Estimated Monthly Payment: $2,834 (change assumption)
    Mortgage ($2,356) + Fees ($356) + Taxes in 2025 ($121)


    Taxes:$1,457

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 101 PARTRIDGE CIR, WINTER SPRINGS, FL 32708

    $625,00048 Days on yellowkey   MLS ID: O6407799

    For Sale O6407799 - 101 PARTRIDGE CIR, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2181
       Built: 1974   Tax: $2,635 (2025)
    Community: Winter Springs Unit 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,644 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($220)


    Taxes:$2,635

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 498 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $249,00012 Days on yellowkey   MLS ID: O6418425

    For Sale O6418425 - 498 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 20 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1363
       Built: 1987
    Monthly Fee: $190
       Tax: $1,639 (2025)
    Community: Mount Greenwood Unit 4 Of
    Townhouse


    Estimated Monthly Payment: $1,691 (change assumption)
    Mortgage ($1,364) + Fees ($190) + Taxes in 2025 ($137)


    Taxes:$1,639

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 577 WALDEN CT, WINTER SPRINGS, FL 32708

    $399,00023 Days on yellowkey   MLS ID: V4949540

    2 Days Off yellowkey (back on 6/30/2026)

    REDUCED by $6,000 (1.5%) on 06/20/2026

    For Sale V4949540 - 577 WALDEN CT, WINTER SPRINGS, FL 32708 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 1974   Tax: $3,414 (2025)
    Community: Walden Terrace
    Single Family


    Estimated Monthly Payment: $2,471 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($284)


    Taxes:$3,414

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 65 S DEVON AVE, WINTER SPRINGS, FL 32708

    $305,00051 Days on yellowkey   MLS ID: O6404319

    REDUCED by $9,900 (3.1%) on 06/30/2026

    For Sale O6404319 - 65 S DEVON AVE, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1075
       Built: 1960   Tax: $2,218 (2024)
    Community: North Orlando 2Nd Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,856 (change assumption)
    Mortgage ($1,671) + Taxes in 2024 ($185)


    Taxes:$2,218

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708

    $499,90027 Days on yellowkey   MLS ID: O6413841

    REDUCED by $10,100 (2.0%) on 06/23/2026

    For Sale O6413841 - 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 1984
    Monthly Fee: $25
       Tax: $5,048 (2025)
    Community: Amherst
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,185 (change assumption)
    Mortgage ($2,739) + Fees ($25) + Taxes in 2025 ($421)


    Taxes:$5,048

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 439 OLD FARM LN, WINTER SPRINGS, FL 32708

    $318,50063 Days on yellowkey   MLS ID: O6403125

    REDUCED by $11,400 (3.5%) on 06/30/2026

    For Sale O6403125 - 439 OLD FARM LN, WINTER SPRINGS, FL 32708 68 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2007
    Monthly Fee: $300
       Tax: $5,063 (2025)
    Community: Jesups Reserve Twnhms Rep
    Townhouse


    Estimated Monthly Payment: $2,467 (change assumption)
    Mortgage ($1,745) + Fees ($300) + Taxes in 2025 ($422)


    Taxes:$5,063

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1035 N ELK CT, WINTER SPRINGS, FL 32708

    $900,00023 Days on yellowkey   MLS ID: O6414324

    0 Days Off yellowkey (back on 6/27/2026)

    For Sale O6414324 - 1035 N ELK CT, WINTER SPRINGS, FL 32708 56 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3360
       Built: 1978   Tax: $10,432 (2025)
    Community: Winter Spgs Unit 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,801 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($869)


    Taxes:$10,432

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 4967 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $790,0005 Days on yellowkey   MLS ID: O6419028

    For Sale O6419028 - 4967 COURTLAND LOOP, WINTER SPRINGS, FL 32708 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2339
       Built: 1989
    Monthly Fee: $40
       Tax: $6,933 (2025)
    Community: Tuskabay
    Single Family


    Estimated Monthly Payment: $4,946 (change assumption)
    Mortgage ($4,329) + Fees ($40) + Taxes in 2025 ($578)


    Taxes:$6,933

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 216 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708

    $640,0001 Day on yellowkey   MLS ID: O6419655

    For Sale O6419655 - 216 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708 25 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2355
       Built: 2000
    Monthly Fee: $150
       Tax: $7,334 (2025)
    Community: Parkstone
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,268 (change assumption)
    Mortgage ($3,507) + Fees ($150) + Taxes in 2025 ($611)


    Taxes:$7,334

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 167 CONSTITUTION WAY, WINTER SPRINGS, FL 32708

    $294,00019 Days on yellowkey   MLS ID: O6416491

    0 Days Off yellowkey (back on 6/29/2026)

    For Sale O6416491 - 167 CONSTITUTION WAY, WINTER SPRINGS, FL 32708 20 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1275
       Built: 2005
    Monthly Fee: $300
       Tax: $2,571 (2025)
    Community: Heritage Park
    Townhouse


    Estimated Monthly Payment: $2,125 (change assumption)
    Mortgage ($1,611) + Fees ($300) + Taxes in 2025 ($214)


    Taxes:$2,571

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle




Why Bother Searching Elsewhere for Homes For Sale and Real Estate nearby Winter Springs High?

Home, townhome, condo, villa, and other listing sales data closeby Winter Springs High is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on homes for sale nearby Winter Springs High, Winter Springs . You can use our website to view Multiple Listing Service (MLS) data on Winter Springs homes near Winter Springs High. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our listings that are close to Winter Springs High.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.